title: Palladium-catalyzed regioselective C-5 arylation of protected L-histidine: microwave-assisted C-H activation adjacent to donor arm.
abstract: An efficient, microwave-assisted direct C-H arylation at the C-5 position of fully protected L-histidine has been achieved via a palladium-catalyzed transformation reaction. This highly regioselective reaction has been applied to synthesize a series of protected 5-aryl-L-histidines using aryl iodides as coupling partners, in good to excellent yields. The reaction is compatible with substrates possessing electron-donating or electron-withdrawing substituents and offers high reactive functional group tolerance.
authors.affiliation: Department of Medicinal Chemistry, National Institute of Pharmaceutical Education and Research , Sector 67, SAS Nagar, Punjab 160 062, India.
authors.forename: Amit
authors.initials: A
authors.lastname: Mahindra
authors.forename: Nitin
authors.initials: N
authors.lastname: Bagra
authors.forename: Rahul
authors.initials: R
authors.lastname: Jain
mesh_terms: D002384:Catalysis; D004583:Electrons; D006639:Histidine / Q000737:chemistry*; D006860:Hydrogen Bonding; D007454:Iodides / Q000737:chemistry; D008872:Microwaves; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D007454:Iodides; D006639:Histidine; D010165:Palladium